Issue 38, 2020

Chemo- and regioselective synthesis of polysubstituted 2-aminothiophenes by the cyclization of gem-dibromo or gem-dichloroalkenes with β-keto tertiary thioamides

Abstract

A facile and practical method for the synthesis of 2,3,4-trisubstituted 2-aminothiophenes by the cyclization of gem-dibromoalkenes or gem-dichloroalkenes with β-keto tertiary thioamides has been developed. The cyclization reaction proceeded chemoselectively and regioselectively under metal-catalyst-free conditions, providing various structurally diverse 2,3,4-trisubstituted N,N′-dialkyl 2-aminothiophenes in good to excellent yields.

Graphical abstract: Chemo- and regioselective synthesis of polysubstituted 2-aminothiophenes by the cyclization of gem-dibromo or gem-dichloroalkenes with β-keto tertiary thioamides

Supplementary files

Article information

Article type
Communication
Submitted
03 Sep 2020
Accepted
17 Sep 2020
First published
17 Sep 2020

Org. Biomol. Chem., 2020,18, 7540-7544

Chemo- and regioselective synthesis of polysubstituted 2-aminothiophenes by the cyclization of gem-dibromo or gem-dichloroalkenes with β-keto tertiary thioamides

X. Zhang, C. Liu, Y. Deng and S. Cao, Org. Biomol. Chem., 2020, 18, 7540 DOI: 10.1039/D0OB01821J

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